4-Propylthio-1,2-phenylenediamine

Base Information

• Chemical Name: 4-Propylthio-1,2-phenylenediamine
• CAS No.: 66608-52-4
• Molecular Formula: C9H14N2S
• Molecular Weight: 182.29
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID70388504
• Nikkaji Number: J292.458G
• Wikidata: Q82183516
• Mol file: 66608-52-4.mol

Synonyms:66608-52-4;4-Propylthio-1,2-phenylenediamine;4-(Propylthio)benzene-1,2-diamine;4-propylsulfanylbenzene-1,2-diamine;4-Propylsulfanyl-benzene-1,2-diamine;4-(propylthio)-1,2-phenylenediamine;4-(propylsulfanyl)benzene-1,2-diamine;1,2-Benzenediamine,4-(propylthio)-;1,2-Benzenediamine, 4-(propylthio)-;Febuxosta;4-(Propylthio)-1,2-benzenediamine;4-propylthio-o-phenylenediamine;SCHEMBL8512890;DTXSID70388504;YXXYBJDTATZCOJ-UHFFFAOYSA-N;AKOS006241624;SB38207;CS-0454739;FT-0692349

Chemical Property of 4-Propylthio-1,2-phenylenediamine

Chemical Property:

• Melting Point: 46-47 °C
• Boiling Point: 352.3 °C at 760 mmHg
• PKA: 4.03±0.10(Predicted)
• Flash Point: 166.8 °C
• PSA: 77.34000
• Density: 1.13 g/cm³
• LogP: 3.51550
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 182.08776963
• Heavy Atom Count: 12
• Complexity: 130

Purity/Quality:

99% ^*data from raw suppliers

4-(Propylthio)-1,2-benzenediamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCSC1=CC(=C(C=C1)N)N
• Uses: 4-(Propylthio)-1,2-benzenediamine is a reactant used in the synthesis of the anthelmintic drug, albendazole. Albendazole Impurity 1.

Technology Process of 4-Propylthio-1,2-phenylenediamine

There total 10 articles about 4-Propylthio-1,2-phenylenediamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.6%

1-amino-2-nitro-4-n-propylthiobenzene (54393-89-4) → 4-(propylthio)-1,2-phenylenediamine (66608-52-4)

Guidance literature:

With sodium hydrogen sulfide; In water; at 30 - 60 ℃; for 5h;

Reference yield: 74.0%

5-n-propylthio-2H-benzimidazole-2-spirocyclohexane (141421-20-7) → 4-(propylthio)-1,2-phenylenediamine (66608-52-4)

Guidance literature:

With sodium dithionite; In ethanol; Heating;

Reference yield:

2-nitro-5-n-propylthioaniline (57780-75-3) → 4-(propylthio)-1,2-phenylenediamine (66608-52-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 25 ℃;

DOI:10.1016/S0968-0896(03)00497-8

upstream raw materials:

5-n-propylthio-2H-benzimidazole-2-spirocyclohexane

1-amino-2-nitro-4-n-propylthiobenzene

2-nitro-5-n-propylthioaniline

5-chloro-2-nitroaniline

Downstream raw materials:

Albendazole

albendazole

C₂₃H₂₇N₃O₂S

C₂₃H₂₇N₃O₂S

Refernces

• 1、 -. "Novel preparation method of albendazole". Paragraph 0047; 0050-0051; 0059; 0062-0063. . Retrieved 2019/01/05.
• 2、 -. "A preparing method of albendazole". Paragraph 0043; 0044. . Retrieved 2016/10/31.